(Z)-1,2-Diphenyl-1-(4-hydroxyphenyl)-1-butene

Base Information

• Chemical Name: (Z)-1,2-Diphenyl-1-(4-hydroxyphenyl)-1-butene
• CAS No.: 69967-80-2
• Molecular Formula: C22H20O
• Molecular Weight: 300.4
• Mol file: 69967-80-2.mol

Synonyms:(Z)-1,2-diphenyl-1-(p-hydroxyphenyl)-1-butene;Z-1,2-diphenyl-1-(4-hydroxyphenyl)-1-butene;(Z)-4-(1,2-diphenyl-1-butenyl)phenol;(Z)-1-(4-hydroxyphenyl)-1,2-diphenyl butylene;(Z)-1,2-diphenyl-1-(4-hydroxyphenyl)but-1-ene;4-((E,Z)-1,2-diphenyl-but-1-enyl)-phenol;(Z)-1,2-Diphenyl-1-(4-hydroxyphenyl)-1-butene;

Chemical Property of (Z)-1,2-Diphenyl-1-(4-hydroxyphenyl)-1-butene

Chemical Property:

• Melting Point: 119-121°C
• PSA: 20.23000
• LogP: 5.76130
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(Z)-1,2-Diphenyl-1-(4-hydroxyphenyl)-1-butene(containupto10%E-isomer) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Tamoxifen, that can be biotransformed to a quinone methide, which has the potential to alkylate DNA and may contribute to the genotoxic effects of tamoxifen. This compound slightly increases intracellular free calcium [Ca2+]i in human platelets and partially inhibits thrombin-induced [Ca2+]i elevation.

Technology Process of (Z)-1,2-Diphenyl-1-(4-hydroxyphenyl)-1-butene

There total 33 articles about (Z)-1,2-Diphenyl-1-(4-hydroxyphenyl)-1-butene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

(Z)-(1-(4-methoxyphenyl)but-1-ene-1,2-diyl)dibenzene (6462-18-6) → 1-phenyl-1-(p-hydroxyphenyl)-2-phenylbut-1-ene (69967-80-2)

Guidance literature:

With sodium thioethylate; In N,N-dimethyl-formamide; for 1h; Reflux; Inert atmosphere;

DOI:10.1002/open.201600124

Reference yield: 84.0%

1-phenyl-propan-1-one (93-55-0) + 4-Hydroxybenzophenone (1137-42-4) → 1-phenyl-1-(p-hydroxyphenyl)-2-phenylbut-1-ene (69967-80-2)

Guidance literature:

With titanium tetrachloride; zinc; In tetrahydrofuran; for 12h; Heating;

DOI:10.1097/FJC.0b013e31811ec748

Reference yield: 83.0%

Z-1,2-diphenyl-1-<4-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>phenyl>-1-butene (97818-87-6) → 1-phenyl-1-(p-hydroxyphenyl)-2-phenylbut-1-ene (69967-80-2)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 35 ℃; for 2h;

upstream raw materials:

(Z)-(1-(4-methoxyphenyl)but-1-ene-1,2-diyl)dibenzene

(1-(4-methoxyphenyl)but-1-ene-1,2-diyl)dibenzene

sodium methylate

Z-1-(4-<2,5,6-trifluoro-3,4-bis(trifluoromethyl)phenoxy>phenyl)-1,2-diphenyl-1-butene

Downstream raw materials:

(Z)-1-<4-(2-chloroethoxy)phenyl>-1,2-diphenyl-1-butene

1-[4-(5-Bromopent-1-yloxy)-phenyl]-(E,Z)-1,2-diphenylbut-1-ene

Z-1,2-diphenyl-1-<4-(2-piperazinoethoxy)phenyl>-1-butene

N-demethyltamoxifen

Refernces

• 1、 Ashida, Yuichiro,Honda, Atsushi,Sato, Yuka,Nakatsuji, Hidefumi,Tanabe, Yoo. "Divergent Synthetic Access to E- and Z-Stereodefined All-Carbon-Substituted Olefin Scaffolds: Application to Parallel Synthesis of (E)- and (Z)-Tamoxifens". . p. 73 - 89. Retrieved 2017/02/10.
• 2、 Dobrydneva, Yuliya,Weatherman, Ross V.,Trebley, Joseph P.,Morrell, Melinda M.,Fitzgerald, Megan C.,Fichandler, Craig E.,Chatterjie, Nithiananda,Blackmore, Peter F.. "Tamoxifen stimulates calcium entry into human platelets". . p. 380 - 390. Retrieved 2008/03/12.